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Sleepy Hollow Vacation Packages

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Sleepy Hollow Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Price was $429, price is now $334 per person
$334
per person
Oct 20 - Oct 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and Stamford Town Center are located nearby.

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Save 100% on your flight
Price was $3,112, price is now $2,240 per person
$2,240
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly vacation home in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Bronx Zoo and Empire City Casino are located nearby.

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Save 100% on your flight
Price was $3,951, price is now $3,081 per person
$3,081
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Stay at this vacation home in Yonkers. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
Publicación totalmente falsa, fotos falsas. El lugar no es como lo muestran, no te dan TODO el apartamento como mencionan, te lo dan dividido, nunca más rentaría de nuevo este lugar!

Reviewed on Jul 22, 2026

Spacious Retreat with Game Room

Spacious Retreat with Game Room

2.5 out of 5
Save 100% on your flight
Price was $713, price is now $557 per person
$557
per person
Oct 20 - Oct 22
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this golf lodge in Norwalk. Enjoy free WiFi, free parking, and a garden. Popular attractions Waveny Park and Woodway Park are located nearby.
This was one of the best locations I’ve stayed at in the last year or so, 5 stars across the board in every category. Communications with the host was outstanding as well. I highly recommend staying here. I wish I could’ve stayed more than one night.

Reviewed on Mar 30, 2026

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Save 100% on your flight
Price was $987, price is now $772 per person
$772
per person
Oct 20 - Oct 22
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this beach hotel in Greenwich. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and Rye Playland are located nearby.
The hotel was wonderful and I would recommend it to anyone. We took an uber into NYC. The area is beautiful with many things to.

Reviewed on Jul 26, 2026

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Price was $528, price is now $415 per person
$415
per person
Oct 20 - Oct 22
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.

Family Cottage with 4 King Beds

Family Cottage with 4 King Beds

2.5 out of 5
Price was $583, price is now $462 per person
$462
per person
Oct 20 - Oct 22
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this golf lodge in Norwalk. Enjoy free WiFi, free parking, and a garden. Popular attractions Norwalk Islands and East Norwalk Historical Cemetery are located nearby.

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was $722, price is now $576 per person
$576
per person
Sep 17 - Sep 20
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.

Sleepy Hollow Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
Price was $623, price is now $501 per person
$501
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $3,112, price is now $2,240 per person
$2,240
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $3,951, price is now $3,081 per person
$3,081
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was $722, price is now $576 per person
$576
per person
Sep 17 - Sep 20
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)

Sleepy Hollow Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
Downtown Stamford
Price was $748, price is now $619 per person
$619
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to White Plains (HPN)
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $3,131, price is now $2,425 per person
$2,425
per person
Sep 3 - Sep 8
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was $1,265, price is now $1,019 per person
$1,019
per person
Sep 3 - Sep 10
found 23 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was $963, price is now $803 per person
$803
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Allegiant Air
Thu, Sep 3 - Sun, Sep 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$95 Roundtrip, found 2 days ago
$95
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Sep 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Sep 6, priced at $95 found 2 days ago
Frontier Airlines
Wed, Sep 30 - Tue, Oct 13
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$118 Roundtrip, found 10 hours ago
$118
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Sep 30 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Oct 13, priced at $118 found 10 hours ago
Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 5 days ago
$153
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $153 found 5 days ago
Frontier Airlines
Tue, Aug 25 - Sat, Aug 29
MCO
Orlando Intl.
LGA
LaGuardia
$167 Roundtrip, found 4 hours ago
$167
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Orlando Intl. to LaGuardia, returning Sat, Aug 29, priced at $167 found 4 hours ago